4.6 Article

Asymmetric total synthesis of naturally occurring spirocyclic tetranorsesquiterpenoid lanceolactone A

Journal

ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 16, Issue 27, Pages 5027-5035

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8ob01328d

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Funding

  1. IIT-Kharagpur (SGIRG)
  2. DST-India (Fist-II) [SR/FST/CSII-026/2013]
  3. UGC-India

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Asymmetric total synthesis of naturally occurring gamma-butenolide containing [4.4]spiro-tetrahydrofuran lanceolactone A has been reported in the present work. Bimetallic (Pd-Cu) cascade cyclization was the crucial reaction employed for the construction of the gamma-butenolide framework of the natural product. Subsequently, iodocyclization and reductive deiodination through a transfer hydrogenation reaction were applied to access the target molecule in an efficient manner.

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